Holiday houses in Windsor

Spacious & light 2bd, 2ba in the heart of Windsor

This beautiful 2bed, 2bath apartment, with parking, in the heart of Windsor, is an exceptional find. With Windsor Castle (watch the marching bands for the Changing of the Guard pass right outside your front door!), Windsor Great Park, The Guildhall, beautiful Eton and its own historic town centre with fabulous shops, restaurants, bars and clubs all only minutes away on foot, you couldn't be better placed for your stay. Windsor is also a very short drive from both Ascot Racecourse and Legoland.

Calm spacious home w/ large terrace & free parking

Beautiful modern light-filled lodge by Windsor Racecourse Marina w/ free parking in gated community. Two ensuite bedrooms plus a large open plan kitchen & living area w/ south-facing terrace provide a luxurious space surrounded by greenery. Next door is a beautiful restaurant & bar overlooking the boats. Close to Windsor Castle, the Long Walk & Ascot - this is my home, occasionally available when I'm away, much loved and full of character. It feels like someone lives there, because someone does.

Apartment in Windsor

Newly refurbished apartment located 10 minutes walk from Windsor Castle and the town centre with all of its great shops, bars, restaurants and tourist attractions. Benefits from its own private entrance, double bedroom, wet room, kitchen and separate living room with 2 large sofas and dining area. Easy access to the M4 and only a 10 minute walk to the train station with direct links into London, it is ideally located for a business stay or as a base to explore Windsor and the surrounding area.

The perfect stay in the heart of Windsor

A cosy one-bed Victorian conversion on a quiet residential road in Windsor’s sought-after Golden Triangle. Enjoy your own private entrance and a peaceful, comfortable space — ideal for couples, solo travellers, working professionals, and short or long stays. Perfect for exploring Windsor on foot, great for Heathrow stopovers (20 mins), business trips, or a relaxed getaway. Early check-in, late check-out, and luggage drop available whenever possible. Any questions, just ask! Harriet & Ryan

Stylish Studio-Walk to Windsor/Eton/Thames/Parking

Welcome to Crail Cottage in Datchet. Surrounded by beautiful greenery, there is plenty of wildlife and the River Thames is just behind the house. Take a walk to Windsor and Eton via the home park or the riverside. You can even walk to Eton through the school grounds from here. Our little studio is freshly decorated and welcomes you to stay. There is a new addition which is a King size bed with Hypnos mattress that will guarantee you a good night sleep. Perfect to relax after a busy day.

Romantic Windsor Luxury Suite

Welcome to Our Luxurious Windsor Hideaway. Nestled in the heart of Windsor's charming pedestrianised high street, and a short walk to the Historic Windsor castle, our newly renovated apartment offers a serene escape with luxurious touches. Experience the perfect blend of comfort, style, and convenience in our thoughtfully designed space, ideal for both leisure and business travellers. Indulge in our Luxurious Super-King bed with blackout blinds, ensuring a restful night's sleep.

Royal Windsor Castle 5 min lux 2 Bed 2bath+Garden

Welcome to Central Windsor. Only a 10 -15 min walk to Windsor Castle - The long walk / Great Park -Local shops -Restaurants Cafes -Pubs -Arts centre -Theatre •Good transport links to London - Heathrow 20 minutes by taxi -702/703 buses to bottom of Grove road . Super comfy king size bed with en-suite wet room plenty of wardrobe space Small double bedroom & larger second shower /bathroom Kitchenette Microwave Washing machine . Private Patio No smoking/ Vaping please.

2 Bedroom Luxury Cottage (Secure & Quiet)

This charming Cottage is located in the picturesque Village of Englefield Green. Just four miles from Windsor Castle, three miles from Wentworth Golf Course and six miles from Ascot Race Course. Heathrow Airport if just six miles away. 300 metres further down the lane is The Royal Air Force Memorial and below that, on National Trust grounds that skirts the River Thames is the Magna Carta Memorial. The Royal Holloway University is a ten minute stroll across the Village.

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

Racecourse Marina Lodge | Hot tub | Parking | EV

Live your high life on Windsor Racecourse Marina! Discover your dream get away with this beautifully designed luxury lodge located in a prestigious gated community.  This property is perfect for a couple or a family looking to enjoy a relaxing luxurious lifestyle in tranquillity and peace. With amazing views over Windsor Racecourse and the boats moored on the marina, every moment here is a picture of calm elegance.

Charming cottage in the heart of Windsor

Rose Cottage is a cosy, terraced Victorian house sleeping up to 5 people in the centre of Windsor. It's on a quiet side street close to independent shops and restaurants and just a few minutes walk from the castle. There are two railway stations in Windsor, Central and Riverside, both within walking distance of the cottage. The cottage is an ideal base for visiting Windsor and its many attractions.

Cosy 1-Bed w/ Private Outdoor Area

Experience comfort and charm and at this stylish one-bedroom apartment, just a 3-minute walk from the Windsor Castle. This brand-new, purpose-built, serviced apartment is nestled inside a locally listed Georgian property in the heart of Windsor with an abundance of pubs, bars, restaurants, bakeries and shops at your doorstep.